5 Stars Hotels in The Loop, Chicago from CA $199

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on The Loop 5 Star Hotels

Top The Loop 5 Star Hotels

Trump International Hotel & Tower Chicago
Bar (on property)

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1690)
"Location, staff and accommodations were excellent. "
The price is CA $640
CA $751 total
includes taxes & fees
Sep 7 - Sep 8
Trump International Hotel & Tower Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"Great location "
The price is CA $735
CA $863 total
includes taxes & fees
Sep 1 - Sep 2
Four Seasons Hotel Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Location can’t be beat. Hotel is excellent! "
The price is CA $842
CA $989 total
includes taxes & fees
Sep 3 - Sep 4
The Langham, Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1005)
"My favorite hotel"
The price is CA $867
CA $1,017 total
includes taxes & fees
Aug 24 - Aug 25
The Peninsula Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1001)
"Great location "
The price is CA $737
CA $865 total
includes taxes & fees
Sep 1 - Sep 2
Waldorf Astoria Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (709)
"Beautiful, staffed with great people."
The price is CA $388
CA $455 total
includes taxes & fees
Sep 14 - Sep 15
Nobu Hotel Chicago
Park Hyatt Chicago
Suite, Terrace (Water Tower)

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1000)
"It's a beautiful and comfortable hotel."
The price is CA $818
CA $960 total
includes taxes & fees
Sep 19 - Sep 20
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Bar (on property)

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Beautiful place "
The price is CA $767
CA $901 total
includes taxes & fees
Sep 19 - Sep 20
The Ritz-Carlton, Chicago
The St. Regis Chicago
2 restaurants, breakfast served

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (71)
"Amazing hotel"
The price is CA $905
CA $1,063 total
includes taxes & fees
Sep 4 - Sep 5
The St. Regis Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in The Loop.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

17 E Monroe St, Chicago, IL
The price is CA $240 per night from Sep 2 to Sep 3
CA $240
CA $317 total
Sep 2 - Sep 3
includes taxes & fees
8.4/10 Very Good! (1,859 reviews)
Still don't see what you're looking for?
See all properties in The Loop.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

See all hotels in The Loop
The Loop - Downtown featuring a river or creek

Top The Loop Hotel Reviews

Frequently asked questions

What are the best 5-star hotels in The Loop?
The Langham, Chicago is among the best picks around the Central Chicago neighbourhood of The Loop according to reviews by Expedia customers. Trump International Hotel & Tower Chicago and The St. Regis Chicago are other 5-star hotels in this area that are favourites among travellers.
How much does it cost to stay in a 5-star hotel in The Loop?
The amount you pay for a 5-star hotel in The Loop can vary depending on when you prefer to travel and how long you plan to be away, among several factors. Take advantage of our price per night filter and other search tools to score the best rate on a plush stay.

  • Search for the lowest price per night from CA $199

What makes a hotel 5 stars in The Loop?
In The Loop, a hotel needs to provide a specific amount of high-end conveniences to earn 5 stars. These may include on-site gyms, spas and saunas, gourmet restaurants, premium bedding, luxury toiletries and more. What also sets 5-star hotels apart is their superior standard of service. You'll enjoy things like concierge services, in-room massages and nightly turn-down services. Some may also offer thoughtful touches like a welcome gift.